Hiring: Systems Administrator II Company: CarGurus Location: Boston, MA Job Posted Time: 2026-09-10 11:11:37 Employment Type: Remote Target Skills & Keywords : Okta, Slack, User Experience, VPN About the job Experience: •3+ years of experience in systems administration, IT operations, or enterprise application support Required Skills: •As a System Administrator II, you will help support and improve the core systems and services our employees use every day. You will work across identity, collaboration tools, office networking, and remote access technologies to help deliver a secure, reliable, and seamless employee experience. •Support and administer core enterprise systems and collaboration platforms across the business •Manage day-to-day administration of Okta or a similar identity platform, including user provisioning, access changes, group management, and login troubleshooting •Support collaboration tools including Slack, Google Workspace, Microsoft 365, and related business applications •Help maintain secure access controls, MFA, and other identity and access management best practices •Support office network services and remote access tools, including Wi-Fi, VPN, and ZTNA solutions •Troubleshoot employee issues across identity, collaboration tools, network connectivity, and remote access •Perform regular maintenance, upgrades, patching, and configuration changes across managed platforms Qualifications: •Applied hands-on capability in Okta or a similar identity and access management platform •Strong troubleshooting and problem-solving skills •Strong organizational skills and the ability to manage multiple priorities •Strong written and verbal communication skills •Demonstrated capacity to work cross-functionally with IT, Security, and business stakeholders •Willingness to participate in an on-call rotation •The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles. •Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training. •This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs). Compensation: •$84,000 - $105,000 / year Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!